SE Frontage Rd, Winona, MS, 38967
About This Home
Welcome to The Montgomery 66, a 66A± acre commercial property located just outside the city limits of Winona, Mississippi, delivering exceptional visibility and access along Interstate 55. With over 1,100 feet of I-55 frontage, this Montgomery County property is positioned in a highly trafficked commercial corridor ideal for a wide range of development opportunities. The property sits directly across I-55 from Empire Truck Sales and the Pilot Truck Stop, adjacent to the Winona Baseball Complex, and next door to the Holiday Inn Express, placing it among established commercial and recreational anchors. Sixteen (16A±) acres of the tract are zoned Highway Commercial Restricted (C3-R), providing immediate commercial potential, while the remaining acreage offers flexibility for expansion, investment, or future development. The land is primarily composed of natural mixed hardwood regeneration with some mature timber, with approximately 30 acres having been cut 15-17 years ago. This tract's size, zoning, and strategic location make it well-suited for commercial, mixed-use, or long-term investment purposes. Call today to learn more about the Montgomery 66. Location: SE Frontage Road Winona, MS 38967 Montgomery County High Visibility From I-55 22A± Miles S of Grenada 70A± Miles N of Madison 90A± Miles N of Jackson Coordinates: 33.47536, -89.76278 Tax Information: TBD Property Use: Commercial Development Investment Recreational Property Information: 66A± Total Acres 16A± Acres Zoned Highway Commercial Restricted (C3-R) 1,140A± Frontage Feet on I-55 Beside the Holiday Inn Express Across from Empire Truck Sales & Pilot Truck Stop Borders Winona Sports Complex
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Type & Style
- Home type: SingleFamily
- Property subType: Other
Property
Lot
- Lot size: 66 Acres
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Cold Wave
- Lightning
- Strong Wind
- Tornado
- Hail
- Heat Wave
- Ice Storm
How This Home’s Risks Compare
FEMA Declared Disasters in Montgomery County and Mississippi
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $2,978 | $35,736 |
| Home Insurance * | $992 | $11,904 |
| Property Taxes | $397 | $4,764 |
| Electricity | $192 | $2,304 |
| Total | $4,559 | $54,708 |
Income You'd Need if You Spent...
Mississippi FAIR Plan Programs
Mississippi Residential Property Insurance Underwriting Association
WildfireHailWindHow Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2026-01-30 | Listed for sale | $589,000 |
View on Zillow